Reference of 18531-94-7, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.18531-94-7, Name is (R)-[1,1′-Binaphthalene]-2,2′-diol, molecular formula is C20H14O2. In a Article£¬once mentioned of 18531-94-7
3,3?-diphosphoryl-1,1?-bi-2-naphthol-Zn(II) complexes as conjugate acid-base catalysts for enantioselective dialkylzinc addition to aldehydes
A highly enantioselective dialkylzine (R22Zn) addition to a series of aromatic, aliphatic, and heteroaromatic aldehydes (5) was developed based on conjugate Lewis acid-Lewis base catalysis. Bifunctional BINOL ligands bearing phosphine oxides [P(=O)R2] (7), phosphonates [P(=O)(OR)2] (8 and 9), or phosphoramides [P(=O)(NR2) 2] (10) at the 3,3?-positions were prepared by using a phospho-Fries rearrangement as a key step. The coordination of a NaphO-Zn(II)-R2 center as a Lewis acid to a carbonyl group in a substrate and the activation of R22Zn(II) with a phosphoryl group (P=O) as a Lewis base in the 3,3?-diphosphoryl-BINOL- Zn(II) catalyst could promote carbon-carbon bond formation with high enantioselectivities (up to >99% ee). Mechanistic studies were performed by X-ray analyses of a free ligand (7) and a tetranuclear Zn(II) cluster (21), a 31P NMR experiment on Zn(II) complexes, an absence of nonlinear effect between the ligand (7) and Et-adduct of benzaldehyde, and stoichiometric reactions with some chiral or achiral Zn(II) complexes to propose a transition-state assembly including monomeric active intermediates.
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Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI